Category: flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
Appearance: | pale yellow to amber yellow clear liquid (est) |
Assay: | 98.00 to 100.00 %
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Food Chemicals Codex Listed: | No |
Specific Gravity: | 1.10600 to 1.11300 @ 25.00 °C.
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Pounds per Gallon - (est).: | 9.203 to 9.261
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Refractive Index: | 1.52800 to 1.53200 @ 20.00 °C.
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Boiling Point: | 212.00 °C. @ 760.00 mm Hg
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Vapor Pressure: | 0.003000 mmHg @ 25.00 °C. (est) |
Flash Point: | 248.00 °F. TCC ( 120.00 °C. )
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logP (o/w): | 1.571 (est) |
Soluble in: |
| alcohol | | water, 2262 mg/L @ 25 °C (est) |
Organoleptic Properties:
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Odor Type: chocolate |
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Odor Strength: | medium |
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Substantivity: | > 400 hour(s) at 20.00 % in ethyl alcohol |
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| alcoholic rummy sweet chocolate creamy vanilla spicy nutmeg smoky |
Odor Description: at 20.00 % in ethyl alcohol. | alcoholic rum sweet chocolate creamy vanilla spicy nutmeg smoky Luebke, William tgsc, (2009) |
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Flavor Type: rummy |
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| rummy chocolate creamy vanilla |
Taste Description:
| sweet rummy chocolate creamy vanilla Luebke, William tgsc, (2009) |
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Odor and/or flavor descriptions from others (if found). |
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Alfrebro |
VANILLYL ETHYL ETHER SYNTH 20% IN EtOH |
Odor Description: | alcoholic rum sweet chocolate creamy vanilla spicy nutmeg smoky Luebke, William tgsc, (2009) |
Taste Description: | sweet rummy chocolate creamy vanilla Luebke, William tgsc, (2009) |
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Cosmetic Information:
Suppliers:
Safety Information:
Preferred SDS: View |
European information : |
Most important hazard(s): | Xi - Irritant |
R 36/38 - Irritating to skin and eyes. S 02 - Keep out of the reach of children. S 24/25 - Avoid contact with skin and eyes. S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 36 - Wear suitable protective clothing.
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Hazards identification |
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Classification of the substance or mixture |
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
None found. |
GHS Label elements, including precautionary statements |
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Pictogram | |
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Hazard statement(s) |
None found. |
Precautionary statement(s) |
None found. |
Oral/Parenteral Toxicity: |
oral-rat LD50 > 2000 mg/kg (Dufour, 1994)
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Dermal Toxicity: |
Not determined
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Inhalation Toxicity: |
Not determined
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Safety in Use Information:
Category: | flavor and fragrance agents |
RIFM Fragrance Material Safety Assessment: Search |
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice |
Recommendation for vanillyl ethyl ether usage levels up to: | | 0.6000 % in the fragrance concentrate.
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Maximised Survey-derived Daily Intakes (MSDI-EU): | 20.00 (μg/capita/day) |
Maximised Survey-derived Daily Intakes (MSDI-USA): | 22.00 (μg/capita/day) |
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS). |
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library |
publication number: 17. Update in publication number(s): 22 |
Click here to view publication 17 |
| average usual ppm | average maximum ppm |
baked goods: | 5.00000 | 15.00000 |
beverages(nonalcoholic): | 30.00000 | 300.00000 |
beverages(alcoholic): | 30.00000 | 300.00000 |
breakfast cereal: | 5.00000 | 10.00000 |
cheese: | - | - |
chewing gum: | 200.00000 | 600.00000 |
condiments / relishes: | - | - |
confectionery froastings: | 100.00000 | 500.00000 |
egg products: | - | - |
fats / oils: | - | - |
fish products: | - | - |
frozen dairy: | 3.00000 | 5.00000 |
fruit ices: | - | - |
gelatins / puddings: | - | - |
granulated sugar: | - | - |
gravies: | - | - |
hard candy: | 100.00000 | 500.00000 |
imitation dairy: | - | - |
instant coffee / tea: | 3.00000 | 10.00000 |
jams / jellies: | - | - |
meat products: | - | - |
milk products: | 20.00000 | 200.00000 |
nut products: | - | - |
other grains: | - | - |
poultry: | - | - |
processed fruits: | - | - |
processed vegetables: | - | - |
reconstituted vegetables: | - | - |
seasonings / flavors: | - | - |
snack foods: | 50.00000 | 500.00000 |
soft candy: | 100.00000 | 500.00000 |
soups: | - | - |
sugar substitutes: | - | - |
sweet sauces: | - | - |
Safety References:
Flavor & Extract Manufacturers Association (FEMA) reference(s): |
The FEMA GRAS assessment of hydroxyl- and alkoxy-substituted benzyl derivatives used as flavor ingredients. View pdf |
European Food Safety Athority(EFSA): | Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies... |
European Food Safety Authority (EFSA) reference(s): |
Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) on a request from the Commission related to Flavouring Group Evaluation 20 (FGE.20): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical group 23 View page or View pdf |
Flavouring Group Evaluation 52 (FGE.52): Consideration of hydroxy- and alkoxy-substituted benzyl derivatives evaluated by JECFA (57th meeting) structurally related to benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters evaluated by EFSA in FGE.20 (2005) (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC) View page or View pdf |
Flavouring Group Evaluation 20, Revision 1 (FGE.20Rev1): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids and related esters from chemical group 23 View page or View pdf |
Scientific Opinion on Flavouring Group Evaluation 20, Revision 2 (FGE.20Rev2): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30 View page or View pdf |
Scientific Opinion on Flavouring Group Evaluation 20, Revision 3(FGE.20Rev3): Benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30 View page or View pdf |
EPI System: | View |
AIDS Citations: | Search |
Cancer Citations: | Search |
Toxicology Citations: | Search |
EPA ACToR: | Toxicology Data |
EPA Substance Registry Services (SRS): | Registry |
Laboratory Chemical Safety Summary : | 61586 |
National Institute of Allergy and Infectious Diseases: | Data |
WGK Germany: | 3 |
| 4-(ethoxymethyl)-2-methoxyphenol |
Chemidplus: | 0013184866 |
References:
Other Information:
Potential Blenders and core components note
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For Odor |
aldehydic |
aldehydic |
| acetyl nonyryl | FL/FR |
anisic |
para- | anisaldehyde | FL/FR |
| methyl para-anisate | FL/FR |
balsamic |
| amyl phenyl acetate | FL/FR |
sumatra | benzoin resin | FL/FR |
sumatra | benzoin resinoid | FL/FR |
| prenyl benzoate | FL/FR |
| terpinyl cinnamate | FL/FR |
buttery |
| acetoin | FL/FR |
| acetyl butyryl | FL/FR |
| acetyl isobutyryl | FL/FR |
| acetyl propionyl | FL/FR |
| butyl butyryl lactate | FL/FR |
caramellic |
2-oxo | butyric acid | FL/FR |
| strawberry furanone acetate | FL/FR |
cheesy |
| butyric acid | FL/FR |
chocolate |
iso | amyl phenyl acetate | FL/FR |
iso | butyl phenyl acetate | FL/FR |
| chocolate pyrazine A | FL/FR |
| cocoa oleoresin | FL/FR |
2,4,5- | trimethyl thiazole | FL/FR |
citrus |
1- | methyl-4-methyl ethenyl cyclohexene sulfurized | FL/FR |
coconut |
| coconut decanone methyl | FR |
delta- | decalactone | FL/FR |
delta-2- | dodecenolactone | FL/FR |
delta- | nonalactone | FL/FR |
gamma- | octalactone | FL/FR |
delta- | undecalactone | FL/FR |
creamy |
gamma- | butyrolactone | FL/FR |
| creamy lactone | FL/FR |
| geranyl ethyl acetal | FR |
3- | heptyl dihydro-5-methyl-2(3H)-furanone | FL/FR |
para- | vanillic acid | FL/FR |
para- | vanillyl alcohol | FL/FR |
earthy |
1- | nonen-3-ol | FL/FR |
fatty |
(Z)- | dairy lactone | FL/FR |
| ethyl undecylenate | FL/FR |
4- | methyl octanoic acid | FL/FR |
fermented |
| butyl laevo-lactate | FL/FR |
floral |
alpha- | amyl cinnamyl acetate | FL/FR |
| amyl salicylate | FL/FR |
| benzyl phenyl acetate | FL/FR |
| heliotropin | FL/FR |
fruity |
| acetoin acetate | FL/FR |
gamma- | decalactone | FL/FR |
| farnesyl acetone | FL/FR |
| methyl (Z)-5-octenoate | FL/FR |
gamma- | undecalactone (aldehyde C-14 (so-called)) | FL/FR |
green |
| bark carbaldehyde | FR |
iso | butyl benzyl carbinol | FL/FR |
| butyl lactate | FL/FR |
(Z)-4- | hepten-1-ol | FL/FR |
(Z)-4- | heptenal | FL/FR |
(Z)-4- | heptenal diethyl acetal | FL/FR |
herbal |
| tricyclodecenyl isobutyrate | FR |
honey |
| butyl phenyl acetate | FL/FR |
| phenyl acetic acid | FL/FR |
medicinal |
meta- | dimethyl hydroquinone | FL/FR |
mushroom |
3- | octen-2-ol | FL/FR |
naphthyl |
2,4- | dimethyl benzaldehyde | FL/FR |
nutty |
4,5- | dimethyl-2-ethyl-3-thiazoline | FL/FR |
2- | methyl pyrazine | FL/FR |
| resorcinol | FR |
2,3,5,6- | tetramethyl pyrazine | FL/FR |
popcorn |
2- | acetyl pyrazine | FL/FR |
powdery |
para- | anisyl alcohol | FL/FR |
spicy |
| allspice berry oil terpeneless | FL/FR |
para- | anisyl formate | FL/FR |
sweet |
| vanilla oleoresin bali | FL/FR |
tonka |
6- | amyl-alpha-pyrone | FL/FR |
| dihydrocoumarin | FL/FR |
gamma- | hexalactone | FL/FR |
| mint lactone | FL/FR |
vanilla |
ortho- | dimethyl hydroquinone | FL/FR |
| ethyl vanillin | FL/FR |
| ethyl vanillin hexylene glycol acetal | FR |
| ethyl vanillin isobutyrate | FL/FR |
| ethyl vanillin propylene glycol acetal | FL/FR |
| propenyl guaethol | FL/FR |
| vanillin | FL/FR |
| vanillin propylene glycol acetal | FL/FR |
| vanillyl acetate | FL/FR |
| vanillyl isobutyrate | FL/FR |
| vanillylidene acetone | FL/FR |
vegetable |
| methional | FL/FR |
waxy |
| allyl nonanoate | FL/FR |
| ethyl palmitate | FL/FR |
| methyl laurate | FL/FR |
2- | nonanol | FL/FR |
| octyl isobutyrate | FL/FR |
delta- | tetradecalactone | FL/FR |
| undecanoic acid | FL/FR |
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For Flavor |
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No flavor group found for these |
| allyl methyl trisulfide | FL |
| amyl phenyl acetate | FL/FR |
| chocolate pyrazine A | FL/FR |
6- | decenoic acid | FL |
ortho- | dimethyl hydroquinone | FL/FR |
delta-2- | dodecenolactone | FL/FR |
| farnesyl acetone | FL/FR |
| methyl para-anisate | FL/FR |
| prenyl benzoate | FL/FR |
aldehydic |
| acetyl nonyryl | FL/FR |
amber |
iso | butyl benzyl carbinol | FL/FR |
aromatic |
| amyl salicylate | FL/FR |
balsamic |
sumatra | benzoin resin | FL/FR |
sumatra | benzoin resinoid | FL/FR |
| vanillylidene acetone | FL/FR |
bitter |
| methyl ethoxypyrazine | FL |
brown |
2-oxo | butyric acid | FL/FR |
buttery |
| butter cream frosting flavor | FL |
| butyl laevo-lactate | FL/FR |
| diacetyl | FL |
cabbage |
| methyl 2-thiofuroate | FL |
caramellic |
| strawberry furanone acetate | FL/FR |
chemical |
meta- | dimethyl hydroquinone | FL/FR |
cherry |
| heliotropin | FL/FR |
chocolate |
| cocoa oleoresin | FL/FR |
| creme de cocoa flavor | FL |
citrus |
1- | methyl-4-methyl ethenyl cyclohexene sulfurized | FL/FR |
cocoa |
iso | butyl phenyl acetate | FL/FR |
| butyraldehyde | FL |
| cocoa distillates | FL |
2- | methyl furan | FL |
coconut |
delta- | decalactone | FL/FR |
(R)- | massoia lactone | FL |
6- | methyl coumarin | FL |
creamy |
| acetoin | FL/FR |
| acetyl butyryl | FL/FR |
| acetyl isobutyryl | FL/FR |
6- | amyl-alpha-pyrone | FL/FR |
para- | anisaldehyde | FL/FR |
| butyl butyryl lactate | FL/FR |
| creamy lactone | FL/FR |
| dihydrocoumarin | FL/FR |
gamma- | hexalactone | FL/FR |
| mint lactone | FL/FR |
delta- | nonalactone | FL/FR |
| octyl isobutyrate | FL/FR |
delta- | undecalactone | FL/FR |
gamma- | undecalactone (aldehyde C-14 (so-called)) | FL/FR |
para- | vanillic acid | FL/FR |
para- | vanillyl alcohol | FL/FR |
dairy |
| methyl (Z)-5-octenoate | FL/FR |
earthy |
alpha- | amyl cinnamyl acetate | FL/FR |
1- | nonen-3-ol | FL/FR |
fatty |
(Z)- | dairy lactone | FL/FR |
| ethyl undecylenate | FL/FR |
4- | methyl octanoic acid | FL/FR |
2,4- | octadien-1-ol | FL |
floral |
iso | amyl phenyl acetate | FL/FR |
| phenyl acetic acid | FL/FR |
fruity |
| acetoin acetate | FL/FR |
| acetyl isovaleryl | FL |
para- | anisyl alcohol | FL/FR |
gamma- | decalactone | FL/FR |
3- | heptyl dihydro-5-methyl-2(3H)-furanone | FL/FR |
| terpinyl cinnamate | FL/FR |
green |
| butyl lactate | FL/FR |
| heptanal 2,3-butane diol acetal | FL |
(Z)-4- | hepten-1-ol | FL/FR |
(Z)-4- | heptenal | FL/FR |
(Z)-4- | heptenal diethyl acetal | FL/FR |
honey |
| benzyl phenyl acetate | FL/FR |
| butyl phenyl acetate | FL/FR |
lactonic |
gamma- | octalactone | FL/FR |
meaty |
4- | allyl-2,6-dimethoxyphenol | FL |
milky |
gamma- | butyrolactone | FL/FR |
mushroom |
3- | octen-2-ol | FL/FR |
naphthyl |
2,4- | dimethyl benzaldehyde | FL/FR |
nutty |
4,5- | dimethyl-2-ethyl-3-thiazoline | FL/FR |
2- | methyl pyrazine | FL/FR |
2,3,5,6- | tetramethyl pyrazine | FL/FR |
2,4,5- | trimethyl thiazole | FL/FR |
roasted |
2- | acetyl pyrazine | FL/FR |
sour |
| butyric acid | FL/FR |
spicy |
| allspice berry oil terpeneless | FL/FR |
para- | anisyl formate | FL/FR |
| benzylidene acetone | FL |
| cinnamon vanilla cream flavor | FL |
| root beer float flavor | FL |
sweet |
| ethyl 3-(2-hydroxyphenyl) propionate | FL |
| orange vanilla cream flavor | FL |
| vanilla oleoresin bali | FL/FR |
toasted |
| acetyl propionyl | FL/FR |
tomato |
| methional | FL/FR |
vanilla |
| ethyl vanillin | FL/FR |
| ethyl vanillin isobutyrate | FL/FR |
| ethyl vanillin propylene glycol acetal | FL/FR |
vanilla | ice cream flavor | FL |
| propenyl guaethol | FL/FR |
| vanillin | FL/FR |
| vanillin propylene glycol acetal | FL/FR |
| vanillyl acetate | FL/FR |
| vanillyl isobutyrate | FL/FR |
waxy |
| allyl nonanoate | FL/FR |
| ethyl palmitate | FL/FR |
| methyl laurate | FL/FR |
2- | nonanol | FL/FR |
| octyl 2-furoate | FL |
delta- | tetradecalactone | FL/FR |
| undecanoic acid | FL/FR |
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Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
p- | cresol, a-ethoxy-2-methoxy- | alpha- | ethoxy-2-methoxy-p-cresol | alpha- | ethoxy-2-methoxy-para-cresol | 4-( | ethoxymethyl)-2-methoxyphenol | | ethyl 4-hydroxy-3-methoxybenzyl ether | | ethyl vanillyl ether | 4- | hydroxy-3-methoxybenzyl ethyl ether | | phenol, 4-(ethoxymethyl)-2-methoxy- | | vanillin ethyl ether |
Articles:
US Patents: | 4,657,700 - Fragrance compositions containing benzyl ethers |
PubMed: | [Chemical constituents from tubers of Cremastra appendiculata]. |
PubMed: | [Chemical constituents of Cudrania cochinchinensis]. |
PubMed: | [Phenolic derivatives from Wisteria sinensis sweet caulis]. |
PubMed: | Inhibition of arachidonic acid metabolism by the Andean crude drug Parastrephia lucida (Meyen) Cabrera. |
PubMed: | Inhibition of arachidonic acid metabolism by the Andean crude drug Parastrephia lucida (Meyen) Cabrera. |
PubMed: | A study on anticancer activity of Caulis Spatholobi extract on human osteosarcoma Saos-2 cells. |
PubMed: | Biodegradation of 2,4-dichlorophenol by shiitake mushroom (Lentinula edodes) using vanillin as an activator. |
PubMed: | [Chemical constituents from aqueous extract of Gastrodia elata]. |
PubMed: | Effects of glucam P-20, vanillin, and fixolide on mosquito repellency of citronella oil lotions. |
PubMed: | Simultaneous determination of five active compounds in chimonanthus nitens by double-development HPTLC and scanning densitometry. |
PubMed: | Lignin structural variation in hardwood species. |
PubMed: | Triacylglyceride measurement in small quantities of homogenised insect tissue: comparisons and caveats. |
PubMed: | Artificial aging of Uva di Troia and Primitivo wines using oak chips inoculated with Penicillium purpurogenum. |
PubMed: | Identification of DypB from Rhodococcus jostii RHA1 as a lignin peroxidase. |
PubMed: | Improved iterative synthesis of linearly disassembling dendrons. |
PubMed: | Physicochemical, nutritional, and functional characterization of fruits xoconostle (Opuntia matudae) pears from Central-México Region. |
PubMed: | Total synthesis of (+)-schweinfurthins B and E. |
PubMed: | A rapid and precise method for determination of D/H ratios of plant methoxyl groups. |
PubMed: | [Studies on the chemical constituents of Litsea lancifolia]. |
PubMed: | Qualitative and quantitative analysis of four species of Curcuma rhizomes using twice development thin layer chromatography. |
PubMed: | Oxidation of lignin using aqueous polyoxometalates in the presence of alcohols. |
PubMed: | Evaluation of a Hypocrea jecorina enzyme preparation for hydrolysis of Tifton 85 bermudagrass. |
PubMed: | Vanillin, 4-hydroxybenzyl aldehyde and 4-hydroxybenzyl alcohol prevent hippocampal CA1 cell death following global ischemia. |
PubMed: | Protective effects of several components of Gastrodia elata on lipid peroxidation in gerbil brain homogenates. |
PubMed: | [Chemical constituents from roots of Ardisia punctata]. |
PubMed: | In vitro androgenicity in pulp and paper mill effluents. |
PubMed: | The effects of sample preparation and gas chromatograph injection techniques on the accuracy of measuring guaiacol, 4-methylguaiacol and other volatile oak compounds in oak extracts by stable isotope dilution analyses. |
PubMed: | Application of solid-phase extraction for determination of phenolic compounds in barrique wines. |
PubMed: | Guaiacylglycerol-7'-O-methyl 8'-vanillic acid ether and related compounds from Boreava orientalis. |
PubMed: | Chemical analysis and antifungal activity of the essential oil of Calea clematidea. |
PubMed: | Maturing wines in oak barrels. Effects of origin, volume, and age of the barrel on the wine volatile composition. |
PubMed: | Production of oxychemicals from precipitated hardwood lignin. |
PubMed: | Formation and Degradation of Furfuryl Alcohol, 5-Methylfurfuryl Alcohol, Vanillyl Alcohol, and Their Ethyl Ethers in Barrel-Aged Wines. |
PubMed: | Inhibition of oxidation of human low-density lipoproteins by phenolic substances in different essential oils varieties. |
PubMed: | Network of C-H...O interactions in 4-benzyloxy-3-methoxybenzaldehyde (vanillin benzyl ether). |
PubMed: | Characterization of the key aroma compounds in dried fruits of the West African peppertree Xylopia aethiopica (Dunal) A. Rich (Annonaceae) using aroma extract dilution analysis. |
PubMed: | Concentrations of salinomycin in eggs and tissues of laying chickens fed medicated feed for 14 days followed by withdrawal for 3 days. |
PubMed: | Oxidation of phenolic arylglycerol beta-aryl ether lignin model compounds by manganese peroxidase from Phanerochaete chrysosporium: oxidative cleavage of an alpha-carbonyl model compound. |
PubMed: | Degradation of non-phenolic beta-o-4 lignin substructure model compounds by Acinetobacter sp. |
PubMed: | Devil's-claw (Proboscidea louisianica), essential oil and its components : Potential allelochemical agents on cotton and wheat. |
PubMed: | Thiol-mediated oxidation of nonphenolic lignin model compounds by manganese peroxidase of Phanerochaete chrysosporium. |
PubMed: | Isolation and characterization of an anaerobic dehydrodivanillin-degrading bacterium. |
PubMed: | [Simultaneous analysis of aromatic aldehydes and coumarins with high pressure liquid chromatography. Application to wines and brandies stored in oak barrels]. |
PubMed: | Anaerobic degradation of veratrylglycerol-beta-guaiacyl ether and guaiacoxyacetic acid by mixed rumen bacteria. |
PubMed: | Alarm substances of the stingless bee,Trigona silvestriana. |
PubMed: | Catabolism of arylglycerol-beta-aryl ethers lignin model compounds by Pseudomonas cepacia 122. |
PubMed: | Whole-cell bioconversion of vanillin to vanillic acid by Streptomyces viridosporus. |
PubMed: | Biosynthesis, deposition, and partial characterization of potato suberin phenolics. |
PubMed: | Gas-chromatographic estimation of 3-methoxy-4-hydroxy phenylglycol after transformation to vanillin methoxime trimethylsilyl ether. |
PubMed: | Gas-chromatographic estimation of urinary vanillylmandelic acid after transformation to vanillin methoxime trimethylsilyl ether. |
PubMed: | [Benzoins, benzils and benzilic acids of o-vanillin- and o-novovanillin ether]. |
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